Literature DB >> 24143934

An efficient generation of a functionalized tertiary-alkyl radical for copper-catalyzed tertiary-alkylative Mizoroki-Heck type reaction.

Takashi Nishikata, Yushi Noda, Ryo Fujimoto, Tomomi Sakashita.   

Abstract

α-Halocarbonyl compounds undergo β-hydrogen elimination to give conjugated olefins in the presence of a transition-metal catalyst. However, a copper/triamine catalyst system can induce the alkylative Mizoroki–Heck reaction of styrenes with tertiary-alkyl halides possessing a withdrawing group under very mild conditions. This reaction provides an efficient synthetic methodology for tertiary-alkylated styrenes.

Entities:  

Year:  2013        PMID: 24143934     DOI: 10.1021/ja409661n

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  17 in total

1.  Heck Reaction of Electronically Diverse Tertiary Alkyl Halides.

Authors:  Daria Kurandina; Mónica Rivas; Maxim Radzhabov; Vladimir Gevorgyan
Journal:  Org Lett       Date:  2018-01-05       Impact factor: 6.005

2.  Enantioselective copper-catalyzed carboetherification of unactivated alkenes.

Authors:  Michael T Bovino; Timothy W Liwosz; Nicole E Kendel; Yan Miller; Nina Tyminska; Eva Zurek; Sherry R Chemler
Journal:  Angew Chem Int Ed Engl       Date:  2014-05-05       Impact factor: 15.336

3.  Cu-Catalyzed Three-Component Carboamination of Alkenes.

Authors:  Samuel N Gockel; Travis L Buchanan; Kami L Hull
Journal:  J Am Chem Soc       Date:  2017-12-28       Impact factor: 15.419

4.  Copper-Catalyzed Synthesis of Hindered Ethers from α-Bromo Carbonyl Compounds.

Authors:  Zhe Zhou; Nicole Erin Behnke; László Kürti
Journal:  Org Lett       Date:  2018-08-16       Impact factor: 6.005

5.  Transition-Metal (Pd, Ni, Mn)-Catalyzed C-C Bond Constructions Involving Unactivated Alkyl Halides and Fundamental Synthetic Building Blocks.

Authors:  Megan R Kwiatkowski; Erik J Alexanian
Journal:  Acc Chem Res       Date:  2019-03-25       Impact factor: 22.384

6.  Transition-Metal-Catalyzed Alkyl Heck-Type Reactions.

Authors:  Daria Kurandina; Padon Chuentragool; Vladimir Gevorgyan
Journal:  Synthesis (Stuttg)       Date:  2019-02-07       Impact factor: 3.157

7.  Copper-catalyzed direct alkylation of heteroarenes.

Authors:  Cédric Theunissen; Jianjun Wang; Gwilherm Evano
Journal:  Chem Sci       Date:  2017-03-20       Impact factor: 9.825

8.  Palladium-Catalyzed Cross-Coupling of α-Bromocarbonyls and Allylic Alcohols for the Synthesis of α-Aryl Dicarbonyl Compounds.

Authors:  Yang Yu; Uttam K Tambar
Journal:  Chem Sci       Date:  2015       Impact factor: 9.825

9.  General route for preparing β-nitrocarbonyl compounds using copper thermal redox catalysis.

Authors:  Amber A S Gietter; Peter G Gildner; Andrew P Cinderella; Donald A Watson
Journal:  Org Lett       Date:  2014-05-28       Impact factor: 6.005

Review 10.  Recent developments in copper-catalyzed radical alkylations of electron-rich π-systems.

Authors:  Kirk W Shimkin; Donald A Watson
Journal:  Beilstein J Org Chem       Date:  2015-11-23       Impact factor: 2.883

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